Holiday rentals with a pool in Rensselaer County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rensselaer County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A clear view of a fenced swimming pool is surrounded by lush greenery and trees. A stone pathway leads to the pool area, with well-maintained flower beds in the foreground. Seating options are available near the pool for relaxation.
Cottage in Averill Park
4.94 out of 5 average rating, 160 reviews

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Guest favourite
A contemporary living area showcases a comfortable cream-colored sofa facing a sleek wall-mounted TV. An elegant stone fireplace adds warmth, while a well-equipped kitchen island with bar seating is prominent. Pendant lighting illuminates the space, and greenery enhances the inviting atmosphere.
Guest house in Clifton Park
4.88 out of 5 average rating, 24 reviews

Charming Guesthouse w/ Pool

Charming Guesthouse 20 Mins. from Saratoga Race Track — Pool, Fire Pit & Spacious Yard! Welcome to your perfect Upstate NY getaway - a cozy, private 1-bedroom guesthouse located on a half acre property in Clifton Park, just a quick drive from the world-famous Saratoga Race Track! Whether you're here for track season, concerts at SPAC, or simply to unwind, this peaceful retreat offers modern comforts, resort-style amenities, and a touch of country charm, complete with chickens and a spacious yard

Guest favourite
Home in West Sand Lake
5 out of 5 average rating, 8 reviews

Farmhouse at June Farms

This property is the perfect stay if you are looking to visit June Farms and need more space than The June Farms cabins are able to accommodate. The view from the kitchen is something out of a Norman Rockwell painting. Your Stay Includes: * 3 Bedrooms * 2 bedrooms with plush king beds * 1 bedroom with a queen on queen bunk beds * 3 Full Bathrooms * Plunge Pool – cold pool in the summer, hot tub in the winter * Theater Room * Outdoor Patio & Grill * Central Air & Wi-Fi * Chef's Kitchen

Guest favourite
The exterior of the condo is shown covered in a blanket of fresh snow, emphasizing its charming, sloped roof. A snow-laden evergreen tree stands nearby, while a gently sloped pathway leads to the entrance, inviting guests to explore the winter landscape.
Townhouse in Hancock
5 out of 5 average rating, 9 reviews

LuNo - Relaxing Ski and Culture Berkshires Escape

Insta: @LuNo_Airbnb Welcome to our dream ski getaway! This renovated home “LuNo” is ideal for up to 8 guests, featuring 3 bedrooms, 2 baths, and all comforts for a perfect Berkshires getaway. Cozy living area with smart TV, a fully equipped kitchen, and a private patio with a grill. Just 2 miles from Jiminy Peak and close to Tanglewood, Mass MoCA, and The Clark Museum, this condo offers both adventure and relaxation. Unwind at the community pool in summer and enjoy scenic beauty year-round.

Guest favourite
A peaceful scene reveals a winding road leading through a residential area with well-maintained homes. Snow-covered mountain slopes are visible in the background, flanked by trees that display early signs of changing seasons.
Townhouse in Hancock
4.92 out of 5 average rating, 108 reviews

Berkshire family getaway at Jiminy Peak!

Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

Top guest favourite
An outdoor scene features a clear blue sky above a heated saltwater pool set within a spacious green yard. Surrounding trees provide a natural backdrop, and a small shed is visible next to the pool, which is enclosed by a wooden fence.
Home in New Lebanon
4.99 out of 5 average rating, 69 reviews

Berkshire Mountain home views, pool, Queechy Lake

Note: pricing includes all fees such as cleaning and air bnb services charges! Happy to break it down for you before booking. Serene house on 11 acres, surrounded by farmland. Perfect for families to share! Enjoy beautiful view of Berkshire mountains while sitting on expansive deck or in bright,sunny screened-in sunroom. Heated, 20x40 inground salt water pool. Membership to Queechy Lake included! Walk to Corkscrew Rail trail, 5 miles of flat, wooded trail for walking and biking.

Top guest favourite
Aerial view of a log cabin surrounded by a lush green lawn and wooded areas. The spacious front yard features a meandering pathway and mature trees, while the cabin's expansive porch and roof are visible against the backdrop of a clear sky.
Cabin in Sand Lake
5 out of 5 average rating, 47 reviews

"The Cabin" - Cozy & Rustic Home (Averill Park)

This luxurious log cabin, nestled on 200+ acres of private, expansive wilderness, is the perfect escape. Enjoy sunrise from the front porch, grill on the back deck and explore the 18-hole disc golf course, croquet court, swimming pool (June-September)and multiple walking trails throughout the forested property. Jiminy Peak Ski Resort, the Berkshires, and Saratoga Springs are all nearby. All amenities are provided with a personal touch that will make your stay relaxed and memorable.

Guest favourite
A spacious living room features a large sectional couch and a mounted flat-screen TV. A decorative stone fireplace is centrally located, with windows on each side providing natural light. Green and gray walls add a fresh touch, complemented by light curtains and a patterned area rug.
Home in Clifton Park
4.92 out of 5 average rating, 51 reviews

Home Away From Home in NYS's Capital Region

This private family home between downtown Saratoga and Albany has access to everything you need. You will be comfortable either cooking in with a full kitchen with supplies, or dining out with an array of great local cuisine. The large fenced-in back yard with pool to increase privacy and allows you to have a relaxing experience, host a gathering with friends and family, or let your pets run around. Inside is 2 living rooms with large TVs and 4 bedrooms (1 upstairs).

Top guest favourite
The open living area showcases a modern curved sectional sofa in dark leather, adorned with cream and patterned pillows. A sleek chandelier hangs from the high ceiling, complemented by a wall-mounted TV and a wooden fireplace. Large sliding doors lead to the outdoor patio.
Home in Hancock
4.96 out of 5 average rating, 53 reviews

Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

Escape to our updated 2-bedroom, 2-bath condo at Jiminy Peak! Perfectly situated for the ski season, you'll enjoy quick access to both the slopes and apres ski. After a day on the trails, unwind at nearby restaurants like Christianson's Tavern or Bluebird & Co, offering top notch local eats. Bougie B's features updated amenities and that perfect touch of class to make you feel special. Come experience the beauty of the mountains today—your perfect escape awaits!

Guest favourite
Townhouse in Hancock
5 out of 5 average rating, 9 reviews

Jiminy Peak Slopeside Getaway • Ski & Adventure

Jiminy Peak Slopeside Getaway • Ski & Adventure ★☆ ABOUT THIS SPACE ☆★ Welcome to Jiminy Peak Slopeside Getaway, your all-season mountain retreat. Enjoy scenic views and a true ski-in/ski-out experience—just a 3-minute walk to the chair lift at Jiminy Peak. This 2-bedroom, 2-bath home sleeps up to 7 guests and offers private parking, a porch, and a deck, plus access to a heated pool, indoor/outdoor hot tub, and clubhouse.

Top guest favourite
The living area features a green couch and a wooden coffee table, complemented by a comfortable rocking chair. A flat-screen TV is positioned on a media console. Natural light filters through large windows framed by sheer curtains, illuminating the vaulted knotty pine ceiling.
Cottage in West Sand Lake
4.99 out of 5 average rating, 118 reviews

Cozy Cottage with pool and walk to lake

This is a 2 bedroom, 1 bathroom cottage located on a quiet street close to town. House is in walking distance to Reichards Lake. The home is bright with an open living space and vaulted knotty pine ceiling. Lovely eat in kitchen. Bathroom with shower/ tub combo as well as washer and dryer. Outdoor space includes a fenced in back yard, above ground swimming pool and sun deck. Patio table, gas grill and outdoor fire pit.

Guest favourite
A living area features a beige sofa with cushions, positioned beside a dark wood coffee table. Natural light enters through a large window with tan drapes, offering a view of grassy landscaping. A simple lamp stands next to the sofa, enhancing the cozy ambiance.
Apartment in Hancock
4.91 out of 5 average rating, 81 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.

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